2-cyano-N-[(3-fluorophenyl)methylideneamino]acetamide | 710297-88-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-cyano-N-[(3-fluorophenyl)methylideneamino]acetamide
• CAS: 710297-88-4
• 化学式: C₁₀H₈FN₃O
• 分子量: 205.191
• InChiKey: LNOBDCORHKTENZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  65.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-cyano-N-[(3-fluorophenyl)methylideneamino]acetamide 、 异氰基乙酸乙酯 、 丁炔二酸二甲酯 以 二氯甲烷 为溶剂， 反应 20.0h， 以68%的产率得到dimethyl 5-cyano-4-(2-ethoxy-2-oxoethylamino)-1-(3-fluorobenzylideneamino)-6-oxo-1,2,5,6-tetrahydropyridine-2,3-dicarboxylate
  参考文献：
  名称：

  易取代的基于氰化物的一锅三组分区域选择性合成，在室温下高度取代的吡啶-2（1 H）-一衍生物

  摘要：

  描述了一种从简单易得的起始原料开始的高度取代的吡啶-2-酮衍生物的新颖的一锅三组分区域选择性合成。通过在N-亚芳基-2-氰基乙酰肼中捕获N，亚芳基-2-氰基乙酰肼，将通过向乙炔基二羧酸二甲酯（DMAD）中添加异氰化物而生成的反应性两性离子中间体，在不使用任何催化剂和其他添加剂的情况下以中等至良好的收率得到标题化合物。

  DOI：

  10.1016/j.tet.2012.03.124
• 作为产物：
  描述：

  氰乙酰肼 、 3-氟苯甲醛 在 甲酸 作用下， 以 二甲基亚砜 为溶剂， 生成 2-cyano-N-[(3-fluorophenyl)methylideneamino]acetamide
  参考文献：
  名称：

  Mechanistic differences between in vitro assays for hydrazone-based small molecule inhibitors of anthrax lethal factor

  摘要：

  A systematically generated series of hydrazones were analyzed as potential inhibitors of anthrax lethal factor. The hydrazones were screened using one UV-based and two fluorescence-based in vitro assays. The study identified several inhibitors with IC50 values in the micromolar range, and importantly, significant differences in the types of inhibition were observed with the different assays. (c) 2006 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2006.07.004

文献信息

• Mechanistic differences between in vitro assays for hydrazone-based small molecule inhibitors of anthrax lethal factor
  作者：M. Leslie Hanna、Theodore M. Tarasow、Julie Perkins

  DOI：10.1016/j.bioorg.2006.07.004

  日期：2007.2

  A systematically generated series of hydrazones were analyzed as potential inhibitors of anthrax lethal factor. The hydrazones were screened using one UV-based and two fluorescence-based in vitro assays. The study identified several inhibitors with IC50 values in the micromolar range, and importantly, significant differences in the types of inhibition were observed with the different assays. (c) 2006 Elsevier Inc. All rights reserved.
• Facile isocyanide-based one-pot three-component regioselective synthesis of highly substituted pyridin-2(1H)-one derivatives at ambient temperature
  作者：Ming Li、Wei Kong、Li-Rong Wen、Fang-Hui Liu

  DOI：10.1016/j.tet.2012.03.124

  日期：2012.6

  A novel one-pot three-component regioselective synthesis of highly substituted pyridin-2-one derivatives starting from simple and readily available starting materials is described. The reactive zwitterionic intermediate generated by the addition of an isocyanide to dimethyl acetylenedicarboxylate (DMAD) was trapped with N-arylidene-2-cyanoacetohydrazides to afford the title compounds in moderate to

  描述了一种从简单易得的起始原料开始的高度取代的吡啶-2-酮衍生物的新颖的一锅三组分区域选择性合成。通过在N-亚芳基-2-氰基乙酰肼中捕获N，亚芳基-2-氰基乙酰肼，将通过向乙炔基二羧酸二甲酯（DMAD）中添加异氰化物而生成的反应性两性离子中间体，在不使用任何催化剂和其他添加剂的情况下以中等至良好的收率得到标题化合物。